Dimethylformamide → HCID 178487208, compound

HRID 2236611Notes

Reaction equation

HRID 2236611 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:11][CH3:12])=[C:8]([OH:10])[CH:9]=1.CN(C)C=O.C(N(CC)CC)C.[CH3:25][O:26][C:27]1[CH:28]=[C:29]2[C:34](=[CH:35][CH:36]=1)[C:33](=[O:37])[NH:32][C:31](=[O:38])/[C:30]/2=[CH:39]/OC>CCOCC>[OH:10][C:8]1[CH:9]=[C:4]([CH:5]=[CH:6][C:7]=1[O:11][CH3:12])[CH2:3][NH:2][CH:39]=[C:30]1[C:29]2[C:34](=[CH:35][CH:36]=[C:27]([O:26][CH3:25])[CH:28]=2)[C:33](=[O:37])[NH:32][C:31]1=[O:38]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 162176463-Hydroxy-4-methoxybenzylamine hydrochlorideHCID 59299827(4E)-6-methoxy-4-methoxymethylene-4H-isoquinoline-1,3-dione

Product 1

HCID 178487208HCID 178487208, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 5-aminomethyl-2-methoxy-phenol hydrochloride (145 mg, 0.50 mmole), 4 mL of N,N-dimethylformamide and triethylamine (75 □L, 0.54 mmole) is stirred for 15 minutes. Then (4E)-6-methoxy-4-methoxymethylene-4H-isoquinoline-1,3-dione (117 mg, 0.50 mmole) is added and the reaction mixture stirred for one hour. The reaction mixture is diluted with ether, filtered washed with water, washed with ether and dried to give an light beige solid, 161 mg, (91%), mp 240-2° C. dec; MS (ESI): m/z 355.2 (M−H).

Workup

  1. stirringthe reaction mixture stirred for one hour
  2. filtrationfiltered
  3. washwashed with water
  4. washwashed with ether
  5. customdried
  6. customto give an light beige solid, 161 mg, (91%), mp 240-2° C. dec

Sources & evidence

ORD record
ord-449c492213ae44eaa57f91c39f9fc1d7
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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